1.02011-09-21 00:29:22 UTC2015-07-21 06:57:41 UTCFDB0234008-HETE8(S)-HETE is a naturally occurring hydroxyeicosatetraenoic acid eicosanoid. 8(S)-HETE is a strong activator of peroxisome proliferator-activated receptors (PPARs) alpha and a weak activator of PPAR gamma. PPARs are nuclear hormone receptors that regulate gene transcription in response to peroxisome proliferators and fatty acids. PPARs also play an important role in the regulation of adipocyte differentiation. It is unclear however what naturally occurring compounds activate each of the PPAR subtypes. Additionally, 8(S)-HETE is able to induce differentiation of preadipocytes. (PMID: 7592593, 9113987) [HMDB](5Z,8S,9e,11Z,14Z)-8-Hydroxyeicosa-5,9,11,14-tetraenoate(5Z,8S,9e,11Z,14Z)-8-Hydroxyeicosa-5,9,11,14-tetraenoic acid(5Z,8S,9E,11Z,14Z)-8-hydroxyicosa-5,9,11,14-tetraenoate(5Z,8S,9E,11Z,14Z)-8-hydroxyicosa-5,9,11,14-tetraenoic acid(5Z,9e,11Z,14Z)-(8S)-8-Hydroxyeicosa-5,9,11,14-tetraenoate(5Z,9e,11Z,14Z)-(8S)-8-Hydroxyeicosa-5,9,11,14-tetraenoic acid(5Z,9e,11Z,14Z)-(8S)-8-Hydroxyicosa-5,9,11,14-tetraenoate(5Z,9e,11Z,14Z)-(8S)-8-Hydroxyicosa-5,9,11,14-tetraenoic acid(8S)-Hydroxy-(5Z),(9e),(11Z),(14Z)-eicosatetraenoate(8S)-Hydroxy-(5Z),(9e),(11Z),(14Z)-eicosatetraenoic acid(S)-(Z,e,Z,Z)-8-Hydroxyeicosa-5,9,11,14-tetraenoate(S)-(Z,e,Z,Z)-8-Hydroxyeicosa-5,9,11,14-tetraenoic acid8(S)-Hydroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate8(S)-Hydroxy-(5Z,9E,11Z,14Z)-eicosatetraenoic acid8(S)-Hydroxyeicosatetraenoate8(S)-Hydroxyeicosatetraenoic acid8S-HETE8S-hydroxy-5Z,9E,11Z,14Z-eicosatetraenoate8S-hydroxy-5Z,9E,11Z,14Z-eicosatetraenoic acidC20H32O3320.4663320.23514489(8S,9E)-8-hydroxyicosa-5,9,11,14-tetraenoic acid(8S,9E)-8-hydroxyicosa-5,9,11,14-tetraenoic acid98462-03-4[H][C@](O)(CC=CCCCC(O)=O)\C=C\C=CCC=CCCCCCInChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-13-16-19(21)17-14-11-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b7-6?,10-9?,14-11?,16-13+/t19-/m1/s1NLUNAYAEIJYXRB-XVZCTOAFSA-N belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds.Hydroxyeicosatetraenoic acidsOrganic compoundsLipids and lipid-like moleculesFatty AcylsEicosanoidsAliphatic acyclic compoundsCarbonyl compoundsCarboxylic acidsHydrocarbon derivativesHydroxy fatty acidsLong-chain fatty acidsMonocarboxylic acids and derivativesOrganic oxidesSecondary alcoholsUnsaturated fatty acidsAlcoholAliphatic acyclic compoundCarbonyl groupCarboxylic acidCarboxylic acid derivativeFatty acidHydrocarbon derivativeHydroxy fatty acidHydroxyeicosatetraenoic acidLong-chain fatty acidMonocarboxylic acid or derivativesOrganic oxideOrganic oxygen compoundOrganooxygen compoundSecondary alcoholUnsaturated fatty acidSolidlogp5.87logs-5.29solubility1.65e-03 g/llogp5.36pka_strongest_acidic4.68pka_strongest_basic-1.6iupac(8S,9E)-8-hydroxyicosa-5,9,11,14-tetraenoic acidaverage_mass320.4663mono_mass320.23514489smiles[H][C@](O)(CC=CCCCC(O)=O)\C=C\C=CCC=CCCCCCformulaC20H32O3inchiInChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-13-16-19(21)17-14-11-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b7-6?,10-9?,14-11?,16-13+/t19-/m1/s1inchikeyNLUNAYAEIJYXRB-XVZCTOAFSA-Npolar_surface_area57.53refractivity101.47polarizability39.24rotatable_bond_count14acceptor_count3donor_count2physiological_charge-1formal_charge0Arachidonic Acid MetabolismSMP00075map00590HMDB0467934486#<Reference:0x0000555673225118>#<Reference:0x0000555673224ee8>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823